| All Schools |
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| Baseball |
| 4.23.2025 – Winthrop 10, Boothbay Region 0 |
4 pm 4.25.2025 – Winthrop at Spruce Mountain |
4 pm 4.28.2025 – Maranacook at Winthrop |
4 pm 4.30.2025 – Oak Hill at Winthrop |
4 pm 5.01.2025 – Winthrop at Maranacook |
4 pm 5.02.2025 – Winthrop at Maranacook |
| 5.05.2025 – Winthrop 14, Madison 0 |
4 pm 5.07.2025 – Winthrop at Dirigo |
| 5.08.2025 – Dirigo 7, Winthrop 6 |
| 5.09.2025 – Old Orchard Beach 3, Winthrop 1 |
| 5.12.2025 – Mount View 6, Winthrop 3 |
| 5.14.2025 – Winthrop 8, Maine Central Institute 0 |
| 5.16.2025 – Monmouth Academy 4, Winthrop 2 |
4 pm 5.17.2025 – Winthrop at Monmouth Academy |
| 5.20.2025 – Winthrop 3, Mount Abram 0 |
4 pm 5.23.2025 – Mount Abram at Winthrop |
| 5.26.2025 – Lisbon 8, Winthrop 0 |
| 5.30.2025 – Winthrop 7, Lisbon 6 |
| 6.02.2025 – Winthrop 6, Mountain Valley 4 |
| 6.04.2025 – Winthrop 12, Hall-Dale 2 |
| 6.10.2025 – Dirigo 6, Winthrop 3 |
| |
| Basketball - Boys |
| 12.06.2024 – Winthrop 45, Dirigo 44 |
| 12.09.2024 – Monmouth Academy 60, Winthrop 43 |
6:30 pm 12.11.2024 – Oak Hill at Winthrop |
| 12.14.2024 – Winthrop 56, Oak Hill 48 |
| 12.17.2024 – Mountain Valley 49, Winthrop 46 |
| 12.19.2024 – Spruce Mountain 70, Winthrop 46 |
| 12.21.2024 – Winthrop 59, Old Orchard Beach 54 |
6:30 pm 12.28.2024 – Hall-Dale at Winthrop |
| 1.04.2025 – Winthrop 58, North Yarmouth Academy 25 |
| 1.06.2025 – Winthrop 47, Boothbay Region 27 |
| 1.08.2025 – Mount Abram 49, Winthrop 45 |
| 1.10.2025 – Winthrop 52, Waynflete 41 |
| 1.14.2025 – Winthrop 52, Lisbon 33 |
| 1.16.2025 – Maranacook 49, Winthrop 45 |
| 1.18.2025 – Winthrop 47, Madison 46 |
| 1.20.2025 – Traip Academy 53, Winthrop 42 |
| 1.22.2025 – Winthrop 61, Richmond 39 |
| 1.28.2025 – Old Orchard Beach 45, Winthrop 43 |
| 2.05.2025 – Winthrop 53, Waterville 51 |
6:30 pm 2.06.2025 – Waterville at Winthrop |
| 2.12.2025 – Winthrop 54, Waynflete 45 |
| 2.17.2025 – Monmouth Academy 32, Winthrop 29 |
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| Basketball - Girls |
| 12.05.2024 – Winthrop 44, Dirigo 28 |
| 12.07.2024 – Monmouth Academy 36, Winthrop 30 |
| 12.10.2024 – Oak Hill 38, Winthrop 37 |
| 12.16.2024 – Winthrop 49, Mountain Valley 28 |
| 12.18.2024 – Spruce Mountain 48, Winthrop 36 |
| 12.21.2024 – Winthrop 49, Old Orchard Beach 41 |
8 pm 12.28.2024 – Hall-Dale at Winthrop |
| 1.04.2025 – Winthrop 46, North Yarmouth Academy 31 |
| 1.07.2025 – Winthrop 67, Boothbay Region 19 |
| 1.09.2025 – Winthrop 46, Mount Abram 38 |
| 1.11.2025 – Winthrop 59, Waynflete 27 |
| 1.13.2025 – Winthrop 77, Lisbon 22 |
| 1.15.2025 – Winthrop 59, Maranacook 21 |
| 1.17.2025 – Madison 51, Winthrop 41 |
| 1.20.2025 – Winthrop 40, Traip Academy 36 |
| 1.22.2025 – Winthrop 43, Richmond 15 |
| 1.28.2025 – Winthrop 50, Old Orchard Beach 22 |
| 2.05.2025 – Winthrop 68, Waterville 20 |
6 pm 2.06.2025 – Winthrop at Waterville |
6:30 pm 2.07.2025 – Telstar/Gould at Winthrop |
| 2.18.2025 – Winthrop 36, Buckfield 28 |
| 2.20.2025 – Hall-Dale 69, Winthrop 36 |
| |
| Field Hockey |
| 9.06.2024 – Winthrop 4, Hall-Dale/Monmouth 0 |
| 9.11.2024 – Winthrop 8, Mountain Valley 0 |
| 9.13.2024 – Winthrop 1, Messalonskee 0 |
| 9.16.2024 – Winthrop 8, Boothbay Region 0 |
| 9.18.2024 – Winthrop 9, Telstar 0 |
| 9.20.2024 – Winthrop 3, Dirigo 1 |
| 9.24.2024 – Winthrop 1, Lisbon 0 |
| 9.27.2024 – Winthrop 9, Oak Hill 0 |
| 9.30.2024 – Winthrop 4, Spruce Mountain 0 |
| 10.04.2024 – Winthrop 6, Winslow 1 |
| 10.11.2024 – Winthrop 3, Gardiner 2 |
| 10.16.2024 – Winthrop 5, Boothbay Region 1 |
| 10.18.2024 – Winthrop 13, Telstar 0 |
| 10.21.2024 – Spruce Mountain 3, Winthrop 1 |
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| Football |
TBA 11.08.2024 – Dirigo at Winthrop |
7 pm 11.08.2024 – Dirigo at Winthrop |
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| Soccer - Boys |
| 9.05.2024 – Hall-Dale 6, Winthrop 2 |
| 9.10.2024 – Lisbon 3, Winthrop 3 |
| 9.17.2024 – Winthrop 2, Maranacook 1 |
| 9.19.2024 – Monmouth Academy 4, Winthrop 1 |
| 9.23.2024 – Mountain Valley 1, Winthrop 1 |
| 9.25.2024 – Mount Abram 3, Winthrop 0 |
| 9.27.2024 – Oak Hill 5, Winthrop 1 |
| 10.01.2024 – Winthrop 3, Lisbon 0 |
| 10.04.2024 – Winthrop 1, Buckfield 0 |
| 10.09.2024 – Monmouth Academy 5, Winthrop 1 |
| 10.10.2024 – Leavitt 1, Winthrop 1 |
| 10.16.2024 – Maranacook 2, Winthrop 1 |
| 10.19.2024 – Winthrop 1, Cony 0 |
| 10.21.2024 – Hall-Dale 3, Winthrop 1 |
| 10.30.2024 – Mount Abram 7, Winthrop 0 |
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| Soccer - Girls |
| 9.06.2024 – Winthrop 7, Lisbon 0 |
| 9.11.2024 – Hall-Dale 4, Winthrop 0 |
| 9.13.2024 – Winthrop 2, Carrabec 1 |
| 9.16.2024 – Winthrop 2, Oak Hill 1 |
| 9.20.2024 – Monmouth Academy 6, Winthrop 1 |
| 9.24.2024 – Maranacook 2, Winthrop 0 |
3:30 pm 9.26.2024 – Winthrop at Mountain Valley |
| 10.02.2024 – Winthrop 3, Spruce Mountain 1 |
| 10.04.2024 – Buckfield 4, Winthrop 1 |
| 10.07.2024 – Winthrop 3, Lisbon 1 |
| 10.09.2024 – Hall-Dale 4, Winthrop 0 |
3:30 pm 10.10.2024 – Leavitt at Winthrop |
| 10.14.2024 – Winthrop 5, Carrabec 1 |
| 10.16.2024 – Winthrop 4, Spruce Mountain 2 |
| 10.19.2024 – Mount Abram 5, Winthrop 1 |
| 10.21.2024 – Winthrop 3, Mountain Valley 0 |
| 10.29.2024 – Hall-Dale 2, Winthrop 0 |
